Synthetic resin compound and process of preparing the same



Patented June 30, 1931 UNITED STATES PATENT OFFICE I cnm'ris G. moonn, o r mxnwoon, am) mirror: zuoxnn, or 01110, As- SIG-NOBS are m GLIDDEN comm, or cLEvELAnD, 01110, a oonromrron or smnnrrc mmcourounn A1\ ID rnocnss or remnants rrrtE SAME No Drawing. 7 Application -fl1ed Ini i, 1929. Serial No. 875,320.

'Since the investigations. reported by J. up to about 250 C. (in 40 minutes to 1- Watson Smith (J'ourJSoc. Chem. Ind. 19Q1: hour); Bythe time 250 C. is reached, the '107 syn hetic resins of the polybasic acidesterification is well along and polymerizapolyhydric alcohol type have become quite tion sets in. If the polymerization reaction well known, and many efforts have been made to develop a resin of this type which would be suitable for practical usage in the varnish and paint industry. Notwithstanding the various suggestions which have been present able. Ordinarily, 7

made, and .the numerous fatty acids which havebeen proposed, resins of this type have not oflered a satisfactory base for varnishes, b tib ity ldesirable. .In accordance with the invention however, preparations may be had which afford a satisfactory film as applied in protective coating usage. p

In proceeding in accordance with .our'invention, a 'polybasic acid-polyhydric alcohol resin is prepared with the acids of rubber seed oil. For the polybasic' acid component, phthalic anhydride, succinic acid, citric acid, and the like may be 'em'ployed, and for the polyhydric alcohol, glycerol, lycol, polyglyc'erol, poly'glycol, and the li e are availlithalic anhydrideand glycerol are 'desirab e.

hydrolytic procedure, for instance by saponi-" fyingthe oil with suflicient caustic'soda to saponify I the glycerides, and subsequently precipitating the fatty acids'by a displacing acid.

In a preferred form of our invention, rubber seed ,oil acids, phthalic anhydride, and

glycerol are heated toglegzliezl, tisnbighgv 53112103;

rubber seed oil acids, 6.7 5 parts of phthalic anhydride, and 3.6 parts of 95' per cent. glycerol. The reaction mixture may be tions for instance of-4 as possible. .This will vary from 20 minutes to 1 hour, dependin ufipsn the. size of the batch and the fire. t t point, the esterification begins, water. Care should be taken atthis time not to heat at too rapid a rate, as the elimination of the water occasions considerable.

frothing. The temperature is slowlyrun reason of lacking the toughness and elas-' .is

The rubber seed oil acids may be prepared in anycon'venient the temperature with the elimination of;

.40 minutes to about anhour without serious damage, -When a test sample shows the resin tobe free from tackiness and fairlytough on being cut with a knife, the-heating iscontinued. The resin may then be poured out and cooled for solution later, or

'itmay be dissolved hot in'the kettle. Con

.venient solvents are the aromatic hydrocar'- --bons, benzol, toluol, etc., also aliphatics',

naphtha, and thelike may be used. The resinslare also soluble in esters.-

I Rubber seed oil, when it unsuitable for paint purposes. Its low cost however, and the high acid value in reducing duce to economy'ofmanufacture; and .in accordance with our invention preparation. of excellent resins becomes possible. Made up in a protective coating solution moreover,

such resin base as applied in coating usage extracted by ether, has .a relatively high acid value; and thisalcohols, ethers and the difliculty of making free fatty acids conyields a tougher. film when set, than resins heretofore made with acids of even linseed oil. i I

Other nodes of applying the principle of the invention may be employed, change being made as regards the details disclosed,

provided the constituents or steps stated inany of the following claims, or the equiva lent ef-such, be employed.

Wetherefore'particularly point out and distinctly claim: as our invention 1. A synthetic resin, comprising the .reac-' tion product of an organic polybasic acid,

a polyhydric alohol; and the-'fattty acids of' I .rubber seed oil.

2. A synthetic resin, which comprises the reactionproduct of an organic polybasic 2 I 1,e12,cse

acid, glycerol, and the fatty acids of rubber seed 011. v 3. A finthetic resin, comnplrisin the reaction pr not of phthalic a ydri e, a poly- 5 hydric alcohol, and the fatty acids of rubber 011 4. A thetic resin,'com risin the reaction pro dd ct of phthalic anhfydri e, glycerol and the fatty ac1ds of rubber seed 011. a

5. A process of the character described,

' which comprises heating an organic pol basic acid, a polyhydric alcohol, and t e fatty acids of rub er seed oil at esterifying temperature, and finally raising the tem rature and further heating without comp ete gelation of the mass.

6. A process of the character described,- which comprises heating phthalic anhydride,

glycerol and the fatty acids of rubber seed oil at about 175 0., and slowly raising the temperature to about 250 C.

7. A process of the character described, which comprises heating at about 175 C. phthalic anhydride, glycerol and the fatty acids of rubber seed oil, in the pro ortions I of about 6.75 parts of phthalic an ydride, about 3.6 parts of glycerol and about 4.73 parts of rubber seed oil acids, all by weight, and slowly raising the temperature to about so 250 C. s

8. A composition comprising the reaction product of rubber seed oil acids, phthalic anhydride and glycerol, in the proportions of about 4.73 parts of rubber seed oil acids,

about 6.75 parts of phthalic anhydride and about 3.6 parts of 95,per cent. glycerol, all by weight. I

9, A process of the character described, a which comprises reacting between an org game polybasic acid, a polyhydric alcohol and the fatty acids of rubber seed oil.

10. A process of the charact described,

which comprises reacting bet een an organic polybasic acid, glycerol and the fatty acids of rubber seed oil.

11. A process of the character described, which comprises reacting between phthalic anhydride, a polyhydric alcohol and the fatty acids of rubber seed oil.

5o 12. A process of the character described, which comprises reacting between phthalic anhydride, glycerol and the fatty acids of rubber seed oil.

Signed by us this 26th day of June, 1929;

CHARLES G. MOORE.

MILTON ZUCKER. 

